Bayside Homes with Bay/Harbor Frontage

Welcome to Bayside, a picturesque subdivision nestled in the heart of Osprey and Nokomis, Florida. This charming community offers the perfect blend of serene coastal living and vibrant local culture, making it an ideal destination for families, retirees, and anyone seeking a tranquil lifestyle by the water.

Bayside is renowned for its stunning homes with bay and harbor frontage, providing residents with breathtaking views and direct access to the sparkling waters of the Gulf Coast. Imagine waking up each morning to the gentle sound of waves lapping against your private dock or enjoying evening sunsets that paint the sky in hues of orange and pink. These waterfront properties are not just homes; they are a gateway to a lifestyle filled with boating, fishing, and leisurely strolls along the shore.

The subdivision boasts a variety of architectural styles, from charming beach cottages to modern luxury estates, catering to diverse tastes and preferences. Each home is thoughtfully designed to maximize the natural beauty that surrounds it, featuring spacious layouts, large windows, and outdoor living spaces that invite you to soak in the sun and sea breeze.

Beyond the allure of the waterfront, Bayside is conveniently located near local amenities, including boutique shopping, gourmet dining, and pristine beaches. Residents can explore nearby parks and nature reserves, perfect for outdoor enthusiasts and families alike.

Experience the enchanting lifestyle of Bayside, where every day feels like a vacation, and the beauty of coastal living is right at your doorstep. Discover your dream home in this idyllic community today!

$2,850,000

3 Beds ⋅ 4 Baths ⋅ Bayside SubDv. ⋅ 34229 Zip Code

Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom-built in 2017 by Rob Allegra and ideally positioned on a private cul-de-sac between Sarasota and Venice, this home offers a rare opportunity to experience the best of Florida’s Gulf Coast lifestyle. Sweeping views of the Bay and Intracoastal Waterway greet you upon entry, while the dramatic great room features a striking cupola with soaring 22-foot ceilings, wraparound windows, architectural beams, and detailed millwork that beautifully frame the waterfront setting. Pocketing impact sliders seamlessly open the living space to an expansive covered lanai where breathtaking sunsets, dolphins, and gentle coastal breezes create an unforgettable everyday backdrop. The open chef’s kitchen is designed for both entertaining and daily living, offering high end stainless appliances, a gas cooktop with pot filler, wine cooler, abundant cabinetry, and an oversized quartz island. Outdoor living shines with wood-paneled ceilings, crema pro leathered marble flooring, a gas fire pit, and a fully equipped outdoor kitchen with grill and beverage refrigerator. The solar and heat pump-heated saltwater lap pool and spa, outdoor shower, and private dock with lift complete the ultimate waterfront retreat. The primary suite enjoys beautiful water views and features a sitting area, double tray ceiling, dual custom walk-in closets, and a luxurious bath with double vanities and walk-in shower. Two additional en-suite bedrooms, a den or office, and a powder room provide comfort and flexibility. Wood-look tile flooring runs throughout, complemented by impact windows and doors, a smart-enabled security system, whole-home generator, and water conditioning system. Located just minutes from Casey Key, Nokomis Beach, Oscar Scherer State Park, and the Legacy Trail, this home offers effortless access to beaches, boating, dining, and recreation. An extraordinary waterfront residence where luxury, comfort, and coastal beauty come together, offering the lifestyle you’ve always imagined.

14401 Masthead Drive, Osprey

Bayside Homes with Bay/Harbor Frontage

Newest Bayside Homes with Bay/Harbor Frontage